These are the highest-priced home sales reported in Annapolis-Anne Arundel County, Maryland for the week ending November 8, 2026, and together the five sold for $13.675 million.
The homes were built across more than three centuries, and their settings run from a country estate of close to 90 acres to a lot of a few thousand square feet in Eastport. Lake and creek frontage, private piers and community beaches appear across the group.
No. 1 — $3,900,000 · 14 E Lake Dr, Annapolis, Maryland
The week’s top sale was a waterfront home in Bay Ridge that sold for $3.9 million. Pilli Custom Homes built it in 2007, and Erin Paige Pitts Interiors handled the interiors. The Coastal-style home is finished in cedar and stone outside, and inside it has coffered ceilings, wainscoting, crown molding and custom millwork.
A bluestone walk leads to the front porch. Inside, a circular foyer at the foot of a curved staircase links the main rooms: a club room, a formal dining room, and a chef’s kitchen that opens to a family room with a coffered ceiling and a fireplace. Past the family room is a deck by the water with a swim spa, an outdoor kitchen and an outside half bath, so people coming in from the boat or a swim can stay out of the home. A mudroom off the two-car garage has a built-in workspace and a powder room, and a guest suite with its own bath is on the main level.
The home has five bedrooms, four full and three half baths and 6,234 square feet on 0.54 acres. On the upper level, one of the bedrooms now serves as a dressing room and could be returned to a bedroom. The primary suite has a wraparound balcony looking out over Lake Ogleton, along with a private office, a walk-in closet and a bath with heated floors and a soaking tub. A bonus room above the garage has its own powder room. The top floor has a large recreation room, and a spiral staircase climbs from there to a rooftop deck with panoramic views.
Down at the water, a newly built pier has upgraded electrical service, LED lighting and three boat lifts, one of them rated for 40,000 pounds, plus a shed by the water. Bay Ridge has a community pool and clubhouse, beaches on the bay and the river, a marina and playgrounds. The property last sold in 2019 for $2.67 million.
Brad Kappel of TTR Sotheby’s International Realty was the listing agent, and Tim Horst of Long & Foster Real Estate, Inc. represented the buyer.
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No. 2 — $3,400,000 · 246 Mill Swamp Rd, Edgewater, Maryland
Larkins Hundred, in the Martha S Vineyard neighborhood of Edgewater, is the oldest home in this week’s Top 5 and sits on the largest piece of land: a Georgian home built in 1704 on 89.54 acres. Much of its early fabric survives, including Flemish-bond brick walls, paneled fireplace walls, built-in cupboards and ornate chair rail moldings. The home has five fireplaces, exposed beams and wood floors, and renovations that began in 2012 brought it up to date. It has four bedrooms, four bathrooms and 3,552 square feet.
The land is set up for horses. Two barns have 20 stalls between them: a 15-stall barn and a five-stall owner’s barn with a heated wash stall and a climate-controlled tack room. There is a covered arena of roughly 20 by 60 meters, with mirrors, dressage letters and sand and fiber footing, as well as an outdoor arena, paddocks and long runs of three-board fencing. Closer to the home are a concrete pool, a regulation croquet court, a gazebo and a butterfly garden, and a separate tenant house has four bedrooms and two baths. A Maryland Historic Trust easement covers about 19.482 acres of the property.
The estate went under contract 14 days after it was listed and sold at its full asking price of $3.4 million. The property last sold in 2015 for $374,425. Amelia Whitman and William H Whitman, both of Long & Foster Real Estate, Inc., were the listing agents, and Brad Kappel of TTR Sotheby’s International Realty represented the buyer.
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No. 3 — $2,475,000 · 507 1st St, Annapolis, Maryland
In Eastport, a Craftsman home built in 2016 sold for $2.475 million. It stands on the smallest lot of the five, 6,625 square feet, and fits three floors and and 3,947 square feet, with four bedrooms and three full baths and one half bath. Landscaping frames the front porch, and a rear patio surrounded by plantings opens off the living room.
Just inside the front door is an office. Hardwood floors, shiplap and custom millwork run through the main level, where the kitchen has GE Monogram appliances and a large island, and the dining area leads into a living room with a fireplace set between built-ins. The primary suite is on the main level, close to the laundry room, and a mudroom has built-in cubbies. The home also has a Tesla Powerwall 3 for backup power, a Tesla car charger, and a Control4 system that runs the lighting, climate, security, locks, televisions and ceiling speakers.
Upstairs, two bedrooms share a hall bath, and a finished attic is now used as a bunk room. The lower level has a family room, a game area, a wet bar, a full bath and a golf simulator, plus a separate room set up as a gym and a large storage area. Horn Point Park, where kayaks can be launched, is nearby, and the Spa Creek Bridge crosses into Downtown Annapolis and to the U.S. Naval Academy. The property last sold before the current house was built, in 2015, for $455,000.
Brad Kappel of TTR Sotheby’s International Realty, who also listed the week’s top sale, was the listing agent, and Alex Clark, also of TTR Sotheby’s International Realty, represented the buyer. That gave TTR Sotheby’s International Realty two of the five listings in this Top 5.
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No. 4 — $2,300,000 · 1004 Granda Flora Ct, Severna Park, Maryland
In Severna Park, a Transitional home built in 2020 went under contract two days after it was listed. It sold for $2.3 million, $110,000 above its asking price of $2.19 million. It is the newest home in the group and the largest, with 7,066 square feet, five bedrooms, six full baths and one half bath on 0.65 acres that back to woods.
The home is in Ivy Hill, a community of 14 homes with a single road in and out, and residents have optional access to the Severn River through Severn Heights. Inside, a grand foyer opens to a formal dining room and a sitting room, and French doors close off a private office. The great room rises two stories under a coffered ceiling, with a gas fireplace and a crystal chandelier. The kitchen has a center island, quartz counters, a marble backsplash and an oversized pantry. There is garage space for three cars, entered through a mudroom with built-ins.
One bedroom is on the main level. Upstairs, the primary suite has a tray ceiling, a sitting area, a bath with a soaking tub and a dual-head shower, and a second dressing closet beyond the bath. The finished lower level has a wet bar, a theater room and a full bath.
Out back, a covered porch off the kitchen steps down to a stone patio and a covered hot tub. The fenced pool is 40 feet long, with a tanning ledge, waterfalls and bubblers, and a dry bar sits beside it, with Sonos sound running through the home and out to the pool. The property last sold in 2021 for $1.25 million.
Jen Brown of Douglas Realty, LLC was the listing agent, and Kirstin Whitaker of Long & Foster Real Estate, Inc. represented the buyer.
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No. 5 — $1,600,000 · 1739 Vineyard Trl, Annapolis, Maryland
In the gated waterfront community of Epping Forest on the Severn River, a mid-century modern home sits above Saltworks Creek on a protected cove. Built in 1978 on 0.34 acres, it has four bedrooms, three full baths and 2,890 square feet over three levels. On the water side, walls of floor-to-ceiling glass and eight-foot sliding doors open to a deck with an open view of the creek, and a massive stone fireplace stands at the center of the living area.
A comprehensive renovation, inside and out, kept the home’s mid-century character while bringing in a new kitchen, new finishes in all three baths and a new private pier. An elevator with a ramp, reached from the street side, serves two of the three levels. The home also has a roof deck, a private beach and a bulkheaded waterfront. Epping Forest has a community beach, a waterfront clubhouse with a restaurant and bar, tennis and pickleball, and a marina.
The home sold for $1.6 million and went under contract 29 days after it was listed. The property last sold in 2017 for $885,000. Christy Bishop of Berkshire Hathaway HomeServices PenFed Realty was the listing agent, and Christine Leonard of Redfin Corp represented the buyer.
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